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Stockholders’ Equity (Tables)

9 Months Ended

Sep. 30, 2023

Equity [Abstract]

Summary of Share-based Payment Arrangement, Option, Activity

The following table summarizes option activity under the plans:

			Options Outstanding												Weighted-Average Remaining						Aggregate Intrinsic Value (In Millions)
			Number of Shares						Weighted Average Exercise Price						Contract Term (In Years)
Outstanding as of December 31, 2022			1,986,978						$	36.54					7.8						$	1.3
Granted			—						—
Exercised			(103,002)						11.89
Cancelled/Expired			(257,719)						25.30
Outstanding as of September 30, 2023			1,626,257						16.12						7.1						$	0.1
Vested and exercisable as of September 30, 2023			1,273,336						$	16.09					6.9						$	0.1

Summary of Unvested Restricted Stock Units Roll Forward

The following table summarizes the RSU and PRSU activity for the nine months ended September 30, 2023:

			Number of Shares						Weighted Average Grant-Date Fair Value per Share
Unvested and outstanding as of December 31, 2022			2,881,984						$	41.15
Granted			1,372,585						17.97
Released			(861,292)						40.81
Canceled and forfeited			(414,068)						39.29
Unvested and outstanding as of September 30, 2023			2,979,209						$	30.79

Summary of Share-based Payment Arrangement, Expensed and Capitalized, Amount

Total stock-based compensation expense, classified in the accompanying consolidated statements of operations and comprehensive loss was as follows (in millions):

			Three Months Ended												Nine Months Ended
			September 30,												September 30,
			2023						2022						2023						2022
Losses and loss adjustment expenses			$	0.4					$	0.7					$	1.0					$	1.9
Insurance related expenses			1.1						1.4						3.7						3.9
Technology and development			2.8						5.1						10.1						15.9
Sales and marketing			3.3						4.0						11.2						9.3
General and administrative			6.4						5.8						20.8						15.3
Total stock-based compensation expense			$	14.0					$	17.0					$	46.8					$	46.3

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Tabular disclosure of allocation of amount expensed and capitalized for award under share-based payment arrangement to statement of income or comprehensive income and statement of financial position. Includes, but is not limited to, corresponding line item in financial statement.

+ References

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-Name Accounting Standards Codification
-Topic 718
-SubTopic 10
-Section 50
-Paragraph 2
-Subparagraph (h)(1)
-Publisher FASB
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- Definition

Tabular disclosure for stock option plans. Includes, but is not limited to, outstanding awards at beginning and end of year, grants, exercises, forfeitures, and weighted-average grant date fair value.

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-Name Accounting Standards Codification
-Topic 718
-SubTopic 10
-Section 50
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-URI https://asc.fasb.org//1943274/2147480429/718-10-50-2

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-Section 50
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-Subparagraph (d)
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-Name Accounting Standards Codification
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Tabular disclosure of the change in restricted stock units (RSUs).

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